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36279 & 36285 E Loudoun Street , Round Hill, VA 20141

$5,500,000
  • 36279 & 36285 E Loudoun Street , Round Hill, VA 20141 Main Photo

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New to the Market ACTIVE
BEDS5 BATHS3 full 1 partial SQUARE FEET3,972 MLS#VALO2124302
STATUSACTIVE PROPERTY TYPEResidential - Single Family SCHOOLLOUDOUN COUNTY PUBLIC SCHOOLS

Property Description

Greystone A truly exceptional offering, Greystone stands as a rare and storied estate, held within the same family for over a century and gracefully positioned atop one of Loudoun County’s most captivating hilltop settings. From its commanding vantage point, the property enjoys sweeping, cinematic views across the rolling Virginia countryside to the distant Blue Ridge Mountains—an ever-shifting panorama of light, sky, and season. A long, paved, tree-lined approach sets the tone, rising gently to reveal the residence—an elegant stone and frame home of enduring character and quiet distinction. Rooted in history yet timeless in appeal, the home unfolds with a sense of warmth and understated grandeur. Inside, exposed beams, and beautifully aged heart pine floors are complemented by three fireplaces and an abundance of natural light, creating interiors that are both refined and deeply inviting. Expansive windows frame the surrounding landscape, bringing the outside in at every turn. The residence offers five bedrooms and three and a half baths, with thoughtfully updated kitchen and baths that honor the home’s architectural heritage while providing modern comfort and ease. Greystone lives as a true country estate, where the supporting structures are as compelling as the main residence. A charming guest house, complete with two bedrooms, two baths, and its own detached garage, offers a private and welcoming retreat. The grounds further feature a detached two-car garage, a swimming pool nestled within mature landscaping, a large garden shed, and the quiet remnants of a former tennis court—subtle traces of a bygone era of country leisure. The land itself is remarkable—gently rolling, framed by mature trees and established plantings, and offering both beauty and versatility. Comprising three separate parcels, totaling 78.17 acres with frontage on both sides of East Loudoun Street, the property presents a rare opportunity for stewardship, expansion, or thoughtful future use. Two parcels are currently enrolled in land use, with crop rights in place. Greystone is more than a residence; it is a legacy—an opportunity to own a piece of Loudoun County’s history, defined by its extraordinary setting, timeless architecture, and enduring sense of place. Properties of this caliber, offering such provenance, scale, and views, seldom come to market. Zoned AR1. Offered "AS IS".

36279 & 36285 E Loudoun Street | MLS# VALO2124302

This single family home located at 36279 & 36285 E Loudoun Street , Round Hill, VA 20141 is currently listed for sale with an asking price of $5,500,000. This property was built in 1910 and has 5 bedrooms and 3 full and 1 partial baths with 3972 sq. ft. & 36285 E Loudoun Street is located within the LOUDOUN COUNTY PUBLIC SCHOOLS school district. Search Round Hill real estate on www.philrussellrealtor.com today.

Property Features

Property Type: Residential - Single Family
Basement: Interior Access, Outside Entrance, Rear Entrance, Unfinished
Basement: Yes
Cooling: Ceiling Fan(s), Central A/C, Zoned
Fireplaces: 3
Fuel Type: Electric, Oil
Garage: 2
Heating: Forced Air, Heat Pump(s)
Home Style: Colonial
Lot Size: 78.17 Acres
Roof Type: Architectural Shingle, Slate
Stories: 4.0
Taxes: $10,913
Year Built: 1910

Feature Descriptions

Additional Structures: Above Grade, Below Grade
Appliances: Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Microwave, Oven - Wall, Refrigerator, Washer
Days on Site: 1
Electric: 200+ Amp Service
Exterior: Outbuilding(s), Play Area, Sidewalks, Tennis Court(s)
Exterior: Stone, Wood Siding
Fireplace: Brick, Stone
Flooring: Hardwood, Tile/Brick
Horse Amenities: Horse Trails, Horses Allowed
Interior: Attic, Breakfast Area, Built-Ins, Ceiling Fan(s), Dining Area, Entry Level Bedroom, Exposed Beams, Kitchen - Eat-In, Kitchen - Table Space, Kitchen - Gourmet, Primary Bath(s), Upgraded Countertops, Wet/Dry Bar, Wood Floors
Lot: Subdivision Possible, Adjoins - Public Land, Backs to Trees, Crops Reserved, Front Yard, Landscaping, Level, No Thru Street, Not In Development, Partly Wooded, Poolside, Private, Rear Yard, Road Frontage, Rural, Secluded, SideYard(s), Trees/Wooded
Lot Dimensions: 78.17 Acre(S)
Parking Features: Asphalt Driveway, Circular Driveway
Parking Notes: 12 Total Parking Spaces
Rooms: Living Room, Dining Room, Primary Bedroom, Sitting Room, Bedroom 2,Bedroom 3,Bedroom 4,Bedroom 5,Kitchen, Family Room, Den, Foyer, Other
Sewer: Septic = # of BR
Special View Info: Mountain, Pasture, Scenic Vista, Trees/Woods, Valley
SQFT Above Finished: 3972
SQFT Total Finished: 3972
Structure Type: Detached
Swimming Pool: Gunite, In Ground
Total Garage/Parking Spaces: 12
Water: Well
Wooded: Yes

Room Sizes

Living Room: 15 x 24 Level - Main
Dining Room: 16 x 16 Level - Main
Family Room: 21 x 29 Level - Main
Kitchen: 14 x 20 Level - Main
Foyer: 9 x 22 Level - Main
Bedroom 2: 15 x 15 Level - Upper 1
Sitting Room: 11 x 19 Level - Upper 1
Bedroom 3: 12 x 15 Level - Upper 1
Bedroom 4: 12 x 15 Level - Upper 1
Bedroom 5: 12 x 15 Level - Upper 1
Other: 13 x 20 Level - Upper 1
Den: 10 x 12 Level - Upper 1
Primary Bedroom: 24 x 12 Level - Main

Local Schools

School District: LOUDOUN COUNTY PUBLIC SCHOOLS

Listed By / Shown By

Listed By

Agency Name: Sheridan-MacMahon Ltd.
Agency Phone: 5406875588

Shown By

Agent Name: Phil Russell
Agent Phone: Cell: (804) 495-9914
Agency Title: Joyner Fine Properties

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Estimated Payment

$ 30,324.58 per month $27,810.99 Principal & Interest $909.42 Property Tax $1,604.17 Homeowner's Insurance

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Virginia Credit Union. Find out exactly how much home you can afford. Please contact: LAURA STEVENS. Office: 804-967-2450, Cell: 804-218-7876, Fax: 804-477-1442, laura.stevens@vacu.org, NMLS: 189613
©Joyner Fine Properties - Seller will consider paying buyer agent compensation based upon the terms and conditions of any offer made. Said compensation to be negotiated in the purchase agreement. Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 05/05/2026. The listing information on this page last changed on 05/05/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 05/05/2026 12:10:46 AM EST) or CAAR MLS (last updated Mon 05/04/2026 11:10:09 PM EST) or CVRMLS (last updated Tue 05/05/2026 12:08:38 AM EST) or Bright MLS (last updated Tue 05/05/2026 12:06:27 AM EST). Real estate listings held by brokerage firms other than Joyner Fine Properties may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

©Joyner Fine Properties - Seller will consider paying buyer agent compensation based upon the terms and conditions of any offer made. Said compensation to be negotiated in the purchase agreement.

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Agency License Information: Joyner Fine Properties and its agents are licensed in the Commonwealth of Virginia.


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